• Elastomers and Composites
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• v.55 no.3
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• pp.199-204
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• 2020

Considering the immense applicability of isoprene rubbers, such as natural rubber (NR) and synthetic polyisoprene rubber (IR), attempts are being made to introduce more functionality within the rubber structure, e.g. epoxidation, to widen their technological viability. Epoxidation introduces polar epoxy bonds into the rubber molecular chain, resulting in enhanced intermolecular interactions among the rubber chains, increasing the oil resistance and air impermeability. Although there have been many reports on the epoxidation of NR in its latex form, there has been no such report using its solid form (or gum), which limits the epoxidation in terms of portability. Furthermore, the gum form has longer lifetime, while the latex form has limited lifetime for its efficient use. In this study, the epoxidation of natural rubber and polyisoprene rubber (using meta-chloroperoxybenzoic acid (mCPBA) as the epoxidizing agent) by dissolving their gum in hexane (i.e., the solution method) have been studied and compared. The effects of the amount of mCPBA, reaction time, and reaction temperature were investigated. The present process is easy and facilitates the epoxidation of rubbers in their solid form; therefore, it can be used for industrial upscaling of epoxidized rubber production.

• Bulletin of the Korean Chemical Society
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• v.22 no.1
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• pp.93-96
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• 2001

• Applied Biological Chemistry
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• v.9
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• pp.1-7
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• 1968

The action Spectra for violaxanthin de-epoxidation and zeaxanthin expoxidation in New Zealand spinach leaf segments Tetragonia expansa, were determined at equal incident quanta of $2.0{\times}10^{15}$ quanta $cm^{-2}$ $second^{-1}$. The action spectrum for de-epoxidation had major peaks at approximately 180 and 648 nm. Blue light was slightly more effective than red light and little activity was observed beyond 700 nm. The action spectrum for epoxidation showed major peaks at around 441 and 670 nm. Blue light was more effective than red light and light beyond 700 nm showed definite activity. The net result of de-epoxidation and epoxidation is a cyclic scheme, the violaxanthin cycle, which consumes $O_2$ and photoproducts. The action spectra indicate that the violaxanthin cycle is more active m clue than in red light and therefore could accout for $O_2$ uptake stimulated by blue light. The differences between the action spectra for de-epoxidation suggest that possibly two photosynthetic systems are involved. It was suggested that the violaxanthin cycle may functional a pathway for the consumption of excess photoproducts generated in blue light or the conversion of these photoproducts to other forms of energy.

• Bulletin of the Korean Chemical Society
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• v.22 no.9
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• pp.941-942
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• 2001

• Bulletin of the Korean Chemical Society
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• v.20 no.7
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• pp.831-834
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• 1999

Binaphthol-derived chiral ketones 1a-c were synthesized and were shown to serve as active catalysts for asymmetric epoxidation of olefins using Oxone, although their enantioselectivities were not high. However, very interestingly, the stereochemical outcome of the resulting epoxides implicates that in the epoxidation using 1a-c, the planar transition state may be more favorable than the spiro transition state.

• Bulletin of the Korean Chemical Society
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• v.27 no.9
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• pp.1381-1385
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• 2006

Cobalt (cyclam) complex has been successfully immobilized onto SBA-15, and proven to be an active catalyst for the epoxidation of styrene with tert-butyl hydroperoxide as a terminal oxidant. The selectivity for styrene oxide was observed to be up to 66% with 40% styrene conversion after 12h reaction time. The reversible redox cycle between Co(III) and Co(II) couple which was supposed to play key role during the epoxidation reaction was supported by a cyclic voltametry analysis. The textural properties of the catalyst was characterized by XRD, N2 adsorption-desorption, and TEM analysis.

• Fibers and Polymers
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• v.3 no.3
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• pp.109-112
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• 2002

Polybutadiene(PB) was epoxidized to various extents with m-chloroperbenzoic acid (MCPBA) in homogeneous solution. The thermal properties of the epoxidized PBs were investigated by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). As a result of epoxidation the glass transition temperature (Tg) of PB increased by approximately $0.8^{\circ}$ for each 1 mol% of epoxidation. The thermal decomposition of the epoxidised PBs occurred in two-step process, while that of PB exhibited apparent one-step degradation process.

• Bulletin of the Korean Chemical Society
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• v.26 no.6
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• pp.887-891
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• 2005

Novel nickel catalyst deposited on nanoporous carbon was found to be an efficient catalyst for the epoxidation of simple alkenes with $O_2$ and isobutyraldehyde under mild conditions. Alkenes exhibited different reactivities towards Ni-catalyst and epoxidation with stilbene proceeds stereospecifically. This may be rationalized with the mechanism involving coordinated acylperoxy radical intermediate. Nickel contents depend on the preparative methods and the KNI-3 catalyst, which was synthesized by wet impregnation of $Ni(NO_3)_2$ into nanoporous carbon, shows the highest activity. The activity of the catalyst is well correlated with contents of nickel. Recycled catalysts suffer considerable loss of activity due to leaching of catalytic active species, nickel.

• Bulletin of the Korean Chemical Society
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• v.15 no.12
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• pp.1112-1118
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• 1994

Epoxidation of olefins has been studied using iodosylbenzene (PhIO) as the terminal oxidant and binuclear and mononuclear complexes of $Mn^{2+}$, $Co^{2+}$, and $Cu^{2+}$ as catalysts. Epoxides were the predominant products with trace amounts of allylic oxidation products, and the metal complexes were found to be effective catalysts in the epoxidation reactions. The reactivity of binuclear copper complexes was greater than that of the mononuclear copper complexes, whereas the binuclear and mononuclear complexes of $Mn^{2+}$ and $Co^{2+}$ showed similar reactivities. The nature of the ligands bound to copper did not influence the reactivity of the binuclear copper complexes so long as copper ions were held in close proximity. A metal-iodosylbenzene complex, such as suggested previously for Lewis acidic metal complex-catalyzed epoxidation by iodosylbenzene, is proposed as the active epoxidizing species. Some mechanistic aspects are discussed as well.

• Bulletin of the Korean Chemical Society
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• v.17 no.7
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• pp.625-630
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• 1996

The cobalt-substituted polyoxotungstate [(CoPW11O39)5-] has been used as a catalyst in olefin epoxidation and alkane hydroxylation reactions. The epoxidation of olefins by iodosylbenzene in CH3CN yielded epoxides predominantly with trace amounts of allylic oxidation products. cis-Stilbene was streoselectively oxidized to cis-stilbene oxide with small amounts of trans-stilbene oxide and benzaldehyde formation. The epoxidation of carbamazepine (CBZ) by potassium monopersulfate in aqueous solution gave the corresponding CBZ 10,11-oxide product. Other transition metal-substituted polyoxotungstates (M=Mn2+, Fe2+, Ni2+, and Cu2+) were inactive in the CBZ epoxidation reaction. The cobalt-substituted polyoxotungstate also catalyzed the oxidation of alkanes with m-chloroperbenzoic acid to give the corresponding alcohols and ketones. The presence of CH2Br2 in the hydroxylation of cyclohexane afforded the formation of bromocyclohexane, suggesting the participation of cyclohexyl radical. In the 18O-labeled water experiment, there was no incorporation of 18O into the cyclohexanol product when the hydroxylation of cyclohexane by MCPBA was carried out in the presence of H218O. Some mechanistic aspects are discussed as well.